JP2010526106A5 - - Google Patents
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- Publication number
- JP2010526106A5 JP2010526106A5 JP2010506709A JP2010506709A JP2010526106A5 JP 2010526106 A5 JP2010526106 A5 JP 2010526106A5 JP 2010506709 A JP2010506709 A JP 2010506709A JP 2010506709 A JP2010506709 A JP 2010506709A JP 2010526106 A5 JP2010526106 A5 JP 2010526106A5
- Authority
- JP
- Japan
- Prior art keywords
- sulfonamido
- dibenzo
- furan
- acid
- methyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
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- 125000000217 alkyl group Chemical group 0.000 claims description 229
- 150000001875 compounds Chemical class 0.000 claims description 93
- 150000003839 salts Chemical class 0.000 claims description 90
- 150000002148 esters Chemical class 0.000 claims description 86
- -1 N-isopropylcarbamimidoyl Chemical group 0.000 claims description 79
- 125000001072 heteroaryl group Chemical group 0.000 claims description 47
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 42
- 125000000304 alkynyl group Chemical group 0.000 claims description 36
- 125000001188 haloalkyl group Chemical group 0.000 claims description 34
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 claims description 28
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims description 24
- 125000003118 aryl group Chemical group 0.000 claims description 21
- 239000002253 acid Substances 0.000 claims description 20
- 229910052739 hydrogen Inorganic materials 0.000 claims description 20
- 229910052736 halogen Inorganic materials 0.000 claims description 14
- 150000002367 halogens Chemical class 0.000 claims description 14
- 229910052717 sulfur Inorganic materials 0.000 claims description 10
- 241000124008 Mammalia Species 0.000 claims description 9
- 125000001424 substituent group Chemical group 0.000 claims description 9
- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 claims description 8
- 125000003342 alkenyl group Chemical group 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 8
- 208000035475 disorder Diseases 0.000 claims description 8
- 230000001575 pathological effect Effects 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- 102000005741 Metalloproteases Human genes 0.000 claims description 7
- 108010006035 Metalloproteases Proteins 0.000 claims description 7
- 239000011159 matrix material Substances 0.000 claims description 7
- VCRAHYVYNXLHJB-NRFANRHFSA-N (2s)-3-methyl-2-[[8-(4-methylthiophen-3-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3C1=CSC=C1C VCRAHYVYNXLHJB-NRFANRHFSA-N 0.000 claims description 6
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims description 6
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
- 229940024606 amino acid Drugs 0.000 claims description 6
- 150000001413 amino acids Chemical class 0.000 claims description 6
- 150000001721 carbon Chemical group 0.000 claims description 6
- 125000000842 isoxazolyl group Chemical group 0.000 claims description 6
- 229910052760 oxygen Inorganic materials 0.000 claims description 6
- 125000003831 tetrazolyl group Chemical group 0.000 claims description 6
- 229960004295 valine Drugs 0.000 claims description 6
- 125000006708 (C5-C14) heteroaryl group Chemical group 0.000 claims description 5
- 125000002541 furyl group Chemical group 0.000 claims description 5
- 125000002883 imidazolyl group Chemical group 0.000 claims description 5
- 125000001715 oxadiazolyl group Chemical group 0.000 claims description 5
- 125000004076 pyridyl group Chemical group 0.000 claims description 5
- 125000000168 pyrrolyl group Chemical group 0.000 claims description 5
- 125000000335 thiazolyl group Chemical group 0.000 claims description 5
- 125000001544 thienyl group Chemical group 0.000 claims description 5
- 125000001425 triazolyl group Chemical group 0.000 claims description 5
- MXFRFKFDNZFUHI-GOSISDBHSA-N (2r)-3-methyl-2-[[7-(1,3-thiazol-2-yl)dibenzofuran-2-yl]sulfonylamino]butanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1C1=NC=CS1 MXFRFKFDNZFUHI-GOSISDBHSA-N 0.000 claims description 4
- CHYPSOLFNUJOFQ-GOSISDBHSA-N (2r)-3-methyl-2-[[7-(1,3-thiazol-2-yl)dibenzothiophen-2-yl]sulfonylamino]butanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3SC2=CC=1C1=NC=CS1 CHYPSOLFNUJOFQ-GOSISDBHSA-N 0.000 claims description 4
- RVQOOWATMSVVAU-LJQANCHMSA-N (2r)-3-methyl-2-[[7-(5-propan-2-yl-1,2,4-oxadiazol-3-yl)dibenzofuran-2-yl]sulfonylamino]butanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1C1=NOC(C(C)C)=N1 RVQOOWATMSVVAU-LJQANCHMSA-N 0.000 claims description 4
- TVAGSALOYCVPAP-HSZRJFAPSA-N (2r)-3-methyl-2-[[7-[1-(2-methylpropyl)pyrazol-4-yl]dibenzofuran-2-yl]sulfonylamino]butanoic acid Chemical compound C1=NN(CC(C)C)C=C1C1=CC=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=C1 TVAGSALOYCVPAP-HSZRJFAPSA-N 0.000 claims description 4
- JUURCPDGRPIPJW-JOCHJYFZSA-N (2r)-3-methyl-2-[[7-[4-(trifluoromethyl)phenyl]dibenzofuran-2-yl]sulfonylamino]butanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1C1=CC=C(C(F)(F)F)C=C1 JUURCPDGRPIPJW-JOCHJYFZSA-N 0.000 claims description 4
- STDDMDWNCQOCLW-FQEVSTJZSA-N (2s)-2-[[7-(furan-2-yl)dibenzothiophen-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1SC2=CC=3C1=CC=CO1 STDDMDWNCQOCLW-FQEVSTJZSA-N 0.000 claims description 4
- ZXWPYXYVPWIWTH-NRFANRHFSA-N (2s)-2-[[8-(3,5-dimethyl-1,2-oxazol-4-yl)dibenzothiophen-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1SC2=CC=C3C=1C(C)=NOC=1C ZXWPYXYVPWIWTH-NRFANRHFSA-N 0.000 claims description 4
- 201000001320 Atherosclerosis Diseases 0.000 claims description 4
- 206010016654 Fibrosis Diseases 0.000 claims description 4
- 208000019693 Lung disease Diseases 0.000 claims description 4
- 206010058467 Lung neoplasm malignant Diseases 0.000 claims description 4
- 208000008589 Obesity Diseases 0.000 claims description 4
- 208000000453 Skin Neoplasms Diseases 0.000 claims description 4
- KZSNJWFQEVHDMF-UHFFFAOYSA-N Valine Natural products CC(C)C(N)C(O)=O KZSNJWFQEVHDMF-UHFFFAOYSA-N 0.000 claims description 4
- 208000006673 asthma Diseases 0.000 claims description 4
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 4
- 230000001684 chronic effect Effects 0.000 claims description 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 4
- 125000002433 cyclopentenyl group Chemical group C1(=CCCC1)* 0.000 claims description 4
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 4
- 206010012601 diabetes mellitus Diseases 0.000 claims description 4
- 230000004761 fibrosis Effects 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 claims description 4
- 201000005202 lung cancer Diseases 0.000 claims description 4
- 208000020816 lung neoplasm Diseases 0.000 claims description 4
- 230000001404 mediated effect Effects 0.000 claims description 4
- 235000020824 obesity Nutrition 0.000 claims description 4
- 230000000414 obstructive effect Effects 0.000 claims description 4
- 201000008482 osteoarthritis Diseases 0.000 claims description 4
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 4
- 206010039073 rheumatoid arthritis Diseases 0.000 claims description 4
- 201000000849 skin cancer Diseases 0.000 claims description 4
- 208000020431 spinal cord injury Diseases 0.000 claims description 4
- 239000004474 valine Substances 0.000 claims description 4
- 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 claims description 3
- 229910052757 nitrogen Inorganic materials 0.000 claims description 3
- 125000002971 oxazolyl group Chemical group 0.000 claims description 3
- 125000003373 pyrazinyl group Chemical group 0.000 claims description 3
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 3
- 125000001113 thiadiazolyl group Chemical group 0.000 claims description 3
- DKYSMLNBMIZQJL-JOCHJYFZSA-N (2r)-2-[[7-(1,3-benzothiazol-2-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=CC=C2SC(C=3C=C4OC5=CC=C(C=C5C4=CC=3)S(=O)(=O)N[C@H](C(C)C)C(O)=O)=NC2=C1 DKYSMLNBMIZQJL-JOCHJYFZSA-N 0.000 claims description 2
- UVFGMGODGHCWEB-JOCHJYFZSA-N (2r)-2-[[7-(1,3-benzothiazol-2-yl)dibenzothiophen-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=CC=C2SC(C=3C=C4SC5=CC=C(C=C5C4=CC=3)S(=O)(=O)N[C@H](C(C)C)C(O)=O)=NC2=C1 UVFGMGODGHCWEB-JOCHJYFZSA-N 0.000 claims description 2
- MKJSIHKQOWNHRU-JOCHJYFZSA-N (2r)-2-[[7-(1,3-benzoxazol-2-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=CC=C2OC(C=3C=C4OC5=CC=C(C=C5C4=CC=3)S(=O)(=O)N[C@H](C(C)C)C(O)=O)=NC2=C1 MKJSIHKQOWNHRU-JOCHJYFZSA-N 0.000 claims description 2
- PJUQYKFYQBYODS-XMMPIXPASA-N (2r)-2-[[7-(1-benzofuran-2-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=CC=C2OC(C=3C=C4OC5=CC=C(C=C5C4=CC=3)S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC2=C1 PJUQYKFYQBYODS-XMMPIXPASA-N 0.000 claims description 2
- AKJDDMBFNPUTEP-XMMPIXPASA-N (2r)-2-[[7-(1-benzothiophen-2-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=CC=C2SC(C=3C=C4OC5=CC=C(C=C5C4=CC=3)S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC2=C1 AKJDDMBFNPUTEP-XMMPIXPASA-N 0.000 claims description 2
- FLBLGWWWCFXJJC-AREMUKBSSA-N (2r)-2-[[7-(1-benzylpyrazol-4-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1C(=C1)C=NN1CC1=CC=CC=C1 FLBLGWWWCFXJJC-AREMUKBSSA-N 0.000 claims description 2
- BWEOSIAMIQLVAL-HXUWFJFHSA-N (2r)-2-[[7-(2,4-dimethoxypyrimidin-5-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound COC1=NC(OC)=NC=C1C1=CC=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=C1 BWEOSIAMIQLVAL-HXUWFJFHSA-N 0.000 claims description 2
- DWISUBBEBFLNRS-HXUWFJFHSA-N (2r)-2-[[7-(2,4-dimethyl-1,3-thiazol-5-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1C=1SC(C)=NC=1C DWISUBBEBFLNRS-HXUWFJFHSA-N 0.000 claims description 2
- FLNYXJRIUHCEFH-HXUWFJFHSA-N (2r)-2-[[7-(2-methoxypyrimidin-5-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=NC(OC)=NC=C1C1=CC=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=C1 FLNYXJRIUHCEFH-HXUWFJFHSA-N 0.000 claims description 2
- AYCCKJBANOVGCC-OAQYLSRUSA-N (2r)-2-[[7-(3,5-dimethyl-1,2-oxazol-4-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1C=1C(C)=NOC=1C AYCCKJBANOVGCC-OAQYLSRUSA-N 0.000 claims description 2
- KRXKFJHIUJIOOE-HXUWFJFHSA-N (2r)-2-[[7-(3-methoxyprop-1-ynyl)dibenzothiophen-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound CC(C)[C@H](C(O)=O)NS(=O)(=O)C1=CC=C2C3=CC=C(C#CCOC)C=C3SC2=C1 KRXKFJHIUJIOOE-HXUWFJFHSA-N 0.000 claims description 2
- HXDMHQRPIGGVQJ-OAQYLSRUSA-N (2r)-2-[[7-(4-fluoro-1,3-benzothiazol-2-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=CC=C2SC(C=3C=C4OC5=CC=C(C=C5C4=CC=3)S(=O)(=O)N[C@H](C(C)C)C(O)=O)=NC2=C1F HXDMHQRPIGGVQJ-OAQYLSRUSA-N 0.000 claims description 2
- LUSXBDHEIQBWKO-HXUWFJFHSA-N (2r)-2-[[7-(5-bromothiophen-2-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1C1=CC=C(Br)S1 LUSXBDHEIQBWKO-HXUWFJFHSA-N 0.000 claims description 2
- XCFOXFAYZNPHOE-HXUWFJFHSA-N (2r)-2-[[7-(5-chlorofuran-2-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1C1=CC=C(Cl)O1 XCFOXFAYZNPHOE-HXUWFJFHSA-N 0.000 claims description 2
- MRWNMNBJFHVERG-HXUWFJFHSA-N (2r)-2-[[7-(5-chlorofuran-2-yl)dibenzothiophen-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3SC2=CC=1C1=CC=C(Cl)O1 MRWNMNBJFHVERG-HXUWFJFHSA-N 0.000 claims description 2
- JIEVWFMIUJBLKA-HXUWFJFHSA-N (2r)-2-[[7-(5-cyclobutyl-1,2,4-oxadiazol-3-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1C(N=1)=NOC=1C1CCC1 JIEVWFMIUJBLKA-HXUWFJFHSA-N 0.000 claims description 2
- RBPBPUGKGHLCIP-JOCHJYFZSA-N (2r)-2-[[7-(5-cyclohexyl-1,2,4-oxadiazol-3-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1C(N=1)=NOC=1C1CCCCC1 RBPBPUGKGHLCIP-JOCHJYFZSA-N 0.000 claims description 2
- SOJPLWOBVOZDMW-OAQYLSRUSA-N (2r)-2-[[7-(5-cyclopentyl-1,2,4-oxadiazol-3-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1C(N=1)=NOC=1C1CCCC1 SOJPLWOBVOZDMW-OAQYLSRUSA-N 0.000 claims description 2
- YZBILURNXZUFTN-LJQANCHMSA-N (2r)-2-[[7-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1C(N=1)=NOC=1C1CC1 YZBILURNXZUFTN-LJQANCHMSA-N 0.000 claims description 2
- FAONYVNQBWVWQW-LJQANCHMSA-N (2r)-2-[[7-(5-ethyl-1,2,4-oxadiazol-3-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound O1C(CC)=NC(C=2C=C3C(C4=CC(=CC=C4O3)S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=2)=N1 FAONYVNQBWVWQW-LJQANCHMSA-N 0.000 claims description 2
- UBKFOXZQDDUURB-JOCHJYFZSA-N (2r)-2-[[7-(5-ethylthiophen-2-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound S1C(CC)=CC=C1C1=CC=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=C1 UBKFOXZQDDUURB-JOCHJYFZSA-N 0.000 claims description 2
- DLFHTNBVSIENQW-XMMPIXPASA-N (2r)-2-[[7-(5-fluoro-1h-indol-2-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound FC1=CC=C2NC(C=3C=C4OC5=CC=C(C=C5C4=CC=3)S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC2=C1 DLFHTNBVSIENQW-XMMPIXPASA-N 0.000 claims description 2
- DQBJMGHOWYXFJM-LJQANCHMSA-N (2r)-2-[[7-(5-tert-butyl-1,2,4-oxadiazol-3-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1C1=NOC(C(C)(C)C)=N1 DQBJMGHOWYXFJM-LJQANCHMSA-N 0.000 claims description 2
- UXYUAQNCMDVPCR-OAQYLSRUSA-N (2r)-2-[[7-(5-tert-butyl-1,2,4-oxadiazol-3-yl)dibenzofuran-2-yl]sulfonylamino]-3-phenylpropanoic acid Chemical compound O1C(C(C)(C)C)=NC(C=2C=C3C(C4=CC(=CC=C4O3)S(=O)(=O)N[C@H](CC=3C=CC=CC=3)C(O)=O)=CC=2)=N1 UXYUAQNCMDVPCR-OAQYLSRUSA-N 0.000 claims description 2
- ROWXCVNCYGOSEU-GOSISDBHSA-N (2r)-2-[[7-(5-tert-butyl-1,2,4-oxadiazol-3-yl)dibenzofuran-2-yl]sulfonylamino]-4-methylpentanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](CC(C)C)C(O)=O)=CC=C3OC2=CC=1C1=NOC(C(C)(C)C)=N1 ROWXCVNCYGOSEU-GOSISDBHSA-N 0.000 claims description 2
- YGRUDSYBWURNJC-HSZRJFAPSA-N (2r)-2-[[7-(5-tert-butylfuran-2-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1C1=CC=C(C(C)(C)C)O1 YGRUDSYBWURNJC-HSZRJFAPSA-N 0.000 claims description 2
- AKBDDNKWXKZCAT-OAQYLSRUSA-N (2r)-2-[[7-(6-chloropyridin-3-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1C1=CC=C(Cl)N=C1 AKBDDNKWXKZCAT-OAQYLSRUSA-N 0.000 claims description 2
- KRSVEDPTDZZKJQ-JOCHJYFZSA-N (2r)-2-[[7-(6-fluoro-1,3-benzothiazol-2-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=C(F)C=C2SC(C=3C=C4OC5=CC=C(C=C5C4=CC=3)S(=O)(=O)N[C@H](C(C)C)C(O)=O)=NC2=C1 KRSVEDPTDZZKJQ-JOCHJYFZSA-N 0.000 claims description 2
- UQHQWCNASJELDN-HSZRJFAPSA-N (2r)-2-[[7-(6-methoxy-1,3-benzothiazol-2-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C1=C2OC3=CC=C(S(=O)(=O)N[C@H](C(C)C)C(O)=O)C=C3C2=CC=C1C1=NC2=CC=C(OC)C=C2S1 UQHQWCNASJELDN-HSZRJFAPSA-N 0.000 claims description 2
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- QBZDEMPIXFGTOR-HXUWFJFHSA-N (2r)-2-[[7-(furan-2-yl)dibenzofuran-2-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C=C2C3=CC(S(=O)(=O)N[C@H](C(C)C)C(O)=O)=CC=C3OC2=CC=1C1=CC=CO1 QBZDEMPIXFGTOR-HXUWFJFHSA-N 0.000 claims description 2
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- QHHNGDOVRJRHNS-SFHVURJKSA-N (2s)-2-[[7-(2-chloro-1,3-thiazol-5-yl)dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1OC2=CC=3C1=CN=C(Cl)S1 QHHNGDOVRJRHNS-SFHVURJKSA-N 0.000 claims description 2
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- MSXFYDXQBXRMKE-YKHFMZSMSA-N (2s)-2-[[8-[5-[1-(dimethylamino)ethyl]thiophen-2-yl]dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3C1=CC=C(C(C)N(C)C)S1 MSXFYDXQBXRMKE-YKHFMZSMSA-N 0.000 claims description 2
- BZCITXZTWSOTSF-SANMLTNESA-N (2s)-2-[[8-[5-[[cyclopropylmethyl(propyl)amino]methyl]-1,3-thiazol-2-yl]dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1N=C(C=2C=C3C4=CC=C(C=C4OC3=CC=2)S(=O)(=O)N[C@@H](C(C)C)C(O)=O)SC=1CN(CCC)CC1CC1 BZCITXZTWSOTSF-SANMLTNESA-N 0.000 claims description 2
- MFPGSWVSKFTKST-INIZCTEOSA-N (2s)-2-[[8-[5-chloro-4-(trifluoromethyl)-1,3-thiazol-2-yl]dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3C1=NC(C(F)(F)F)=C(Cl)S1 MFPGSWVSKFTKST-INIZCTEOSA-N 0.000 claims description 2
- OPJXGBRQCUDJPA-SANMLTNESA-N (2s)-2-[[8-[6-(6-chloropyridin-3-yl)pyridin-3-yl]dibenzofuran-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3C(C=N1)=CC=C1C1=CC=C(Cl)N=C1 OPJXGBRQCUDJPA-SANMLTNESA-N 0.000 claims description 2
- FWTKURCQSPYGNL-SANMLTNESA-N (2s)-2-[[8-[6-(6-chloropyridin-3-yl)pyridin-3-yl]dibenzothiophen-3-yl]sulfonylamino]-3-methylbutanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1SC2=CC=C3C(C=N1)=CC=C1C1=CC=C(Cl)N=C1 FWTKURCQSPYGNL-SANMLTNESA-N 0.000 claims description 2
- DIIWHMJWAZUROJ-QFIPXVFZSA-N (2s)-3-methyl-2-[(7-phenyldibenzothiophen-3-yl)sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1SC2=CC=3C1=CC=CC=C1 DIIWHMJWAZUROJ-QFIPXVFZSA-N 0.000 claims description 2
- MGAFKHLUTWEZTH-FQEVSTJZSA-N (2s)-3-methyl-2-[(7-thiophen-2-yldibenzofuran-3-yl)sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1OC2=CC=3C1=CC=CS1 MGAFKHLUTWEZTH-FQEVSTJZSA-N 0.000 claims description 2
- RWTYONUBVSWBOZ-QFIPXVFZSA-N (2s)-3-methyl-2-[(8-phenyldibenzofuran-3-yl)sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3C1=CC=CC=C1 RWTYONUBVSWBOZ-QFIPXVFZSA-N 0.000 claims description 2
- OZBOSNKACBKPLE-NRFANRHFSA-N (2s)-3-methyl-2-[(8-pyridin-3-yldibenzofuran-3-yl)sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3C1=CC=CN=C1 OZBOSNKACBKPLE-NRFANRHFSA-N 0.000 claims description 2
- YKBPFINIIFIXCW-NRFANRHFSA-N (2s)-3-methyl-2-[(8-pyridin-3-yldibenzothiophen-3-yl)sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1SC2=CC=C3C1=CC=CN=C1 YKBPFINIIFIXCW-NRFANRHFSA-N 0.000 claims description 2
- QDVROGSVRQKQIV-NRFANRHFSA-N (2s)-3-methyl-2-[(8-pyridin-4-yldibenzofuran-3-yl)sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3C1=CC=NC=C1 QDVROGSVRQKQIV-NRFANRHFSA-N 0.000 claims description 2
- VAYIABKLBMFUTM-NRFANRHFSA-N (2s)-3-methyl-2-[(8-pyridin-4-yldibenzothiophen-3-yl)sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1SC2=CC=C3C1=CC=NC=C1 VAYIABKLBMFUTM-NRFANRHFSA-N 0.000 claims description 2
- FCFSTYCXOYGMHI-FQEVSTJZSA-N (2s)-3-methyl-2-[(8-pyrimidin-5-yldibenzofuran-3-yl)sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3C1=CN=CN=C1 FCFSTYCXOYGMHI-FQEVSTJZSA-N 0.000 claims description 2
- JOPVKXACSHJTNX-VWLOTQADSA-N (2s)-3-methyl-2-[(8-quinolin-6-yldibenzofuran-3-yl)sulfonylamino]butanoic acid Chemical compound N1=CC=CC2=CC(C3=CC=C4OC=5C(C4=C3)=CC=C(C=5)S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C21 JOPVKXACSHJTNX-VWLOTQADSA-N 0.000 claims description 2
- HXBSTHBOPZEQHI-FQEVSTJZSA-N (2s)-3-methyl-2-[(8-thiophen-3-yldibenzothiophen-3-yl)sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1SC2=CC=C3C=1C=CSC=1 HXBSTHBOPZEQHI-FQEVSTJZSA-N 0.000 claims description 2
- FMQWYBXXWWRQHI-SFHVURJKSA-N (2s)-3-methyl-2-[[7-(1,3-thiazol-2-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1OC2=CC=3C1=NC=CS1 FMQWYBXXWWRQHI-SFHVURJKSA-N 0.000 claims description 2
- WJWHXPLMCBRPBO-INIZCTEOSA-N (2s)-3-methyl-2-[[7-(2h-tetrazol-5-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1OC2=CC=3C1=NN=NN1 WJWHXPLMCBRPBO-INIZCTEOSA-N 0.000 claims description 2
- IEBNQNLKLFSSFL-SFHVURJKSA-N (2s)-3-methyl-2-[[7-(3,4,5-trichlorothiophen-2-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1OC2=CC=3C=1SC(Cl)=C(Cl)C=1Cl IEBNQNLKLFSSFL-SFHVURJKSA-N 0.000 claims description 2
- IYAHXQXQRODEOQ-SFHVURJKSA-N (2s)-3-methyl-2-[[7-(5-methyl-1,2,4-oxadiazol-3-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1OC2=CC=3C1=NOC(C)=N1 IYAHXQXQRODEOQ-SFHVURJKSA-N 0.000 claims description 2
- UXTSZHSETJDRJJ-IBGZPJMESA-N (2s)-3-methyl-2-[[7-(5-methyl-1,3-thiazol-2-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1OC2=CC=3C1=NC=C(C)S1 UXTSZHSETJDRJJ-IBGZPJMESA-N 0.000 claims description 2
- TXODJXONKWWETJ-NRFANRHFSA-N (2s)-3-methyl-2-[[7-(5-methylfuran-2-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1OC2=CC=3C1=CC=C(C)O1 TXODJXONKWWETJ-NRFANRHFSA-N 0.000 claims description 2
- NIMXNQNNCDAXSM-NRFANRHFSA-N (2s)-3-methyl-2-[[7-(5-methylthiophen-2-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1OC2=CC=3C1=CC=C(C)S1 NIMXNQNNCDAXSM-NRFANRHFSA-N 0.000 claims description 2
- RFEPBTJIXMHPKQ-IBGZPJMESA-N (2s)-3-methyl-2-[[7-(5-propan-2-yl-1,2,4-oxadiazol-3-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1OC2=CC=3C1=NOC(C(C)C)=N1 RFEPBTJIXMHPKQ-IBGZPJMESA-N 0.000 claims description 2
- FRLIEOABZAZATR-QHCPKHFHSA-N (2s)-3-methyl-2-[[7-(5-propylthiophen-2-yl)dibenzofuran-2-yl]sulfonylamino]butanoic acid Chemical compound S1C(CCC)=CC=C1C1=CC=C2C3=CC(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C3OC2=C1 FRLIEOABZAZATR-QHCPKHFHSA-N 0.000 claims description 2
- CICZGMKIYTYHEP-QHCPKHFHSA-N (2s)-3-methyl-2-[[7-(5-propylthiophen-2-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound S1C(CCC)=CC=C1C1=CC=C2C3=CC=C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)C=C3OC2=C1 CICZGMKIYTYHEP-QHCPKHFHSA-N 0.000 claims description 2
- DATZVNVKDASYKB-QHCPKHFHSA-N (2s)-3-methyl-2-[[7-[2-(2-methylpropyl)-1,3-thiazol-5-yl]dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound S1C(CC(C)C)=NC=C1C1=CC=C2C3=CC=C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)C=C3OC2=C1 DATZVNVKDASYKB-QHCPKHFHSA-N 0.000 claims description 2
- XKAJYASQFPOFFO-QHCPKHFHSA-N (2s)-3-methyl-2-[[7-[4-methyl-2-(2-methylpropyl)-1,3-thiazol-5-yl]dibenzofuran-2-yl]sulfonylamino]butanoic acid Chemical compound S1C(CC(C)C)=NC(C)=C1C1=CC=C2C3=CC(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C3OC2=C1 XKAJYASQFPOFFO-QHCPKHFHSA-N 0.000 claims description 2
- KXGDPQKNMCYZMZ-QHCPKHFHSA-N (2s)-3-methyl-2-[[7-[4-methyl-2-(2-methylpropyl)-1,3-thiazol-5-yl]dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound S1C(CC(C)C)=NC(C)=C1C1=CC=C2C3=CC=C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)C=C3OC2=C1 KXGDPQKNMCYZMZ-QHCPKHFHSA-N 0.000 claims description 2
- LZKRIOVDRZGISP-FQEVSTJZSA-N (2s)-3-methyl-2-[[7-[5-(5-methyl-1,2,4-oxadiazol-3-yl)-1,3-thiazol-2-yl]dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=CC=3)C=1OC2=CC=3C(S1)=NC=C1C1=NOC(C)=N1 LZKRIOVDRZGISP-FQEVSTJZSA-N 0.000 claims description 2
- HFULTWXLGBAVDR-QFIPXVFZSA-N (2s)-3-methyl-2-[[7-[6-(trifluoromethyl)-1,3-benzothiazol-2-yl]dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C1=C(C(F)(F)F)C=C2SC(C=3C=C4OC=5C(C4=CC=3)=CC=C(C=5)S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=NC2=C1 HFULTWXLGBAVDR-QFIPXVFZSA-N 0.000 claims description 2
- YXUCIMNKGIMIFY-NRFANRHFSA-N (2s)-3-methyl-2-[[8-(1,2,3,6-tetrahydropyridin-4-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3C1=CCNCC1 YXUCIMNKGIMIFY-NRFANRHFSA-N 0.000 claims description 2
- PCMJCNQXOIOQDQ-KRWDZBQOSA-N (2s)-3-methyl-2-[[8-(1,2,4-oxadiazol-3-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3C=1N=CON=1 PCMJCNQXOIOQDQ-KRWDZBQOSA-N 0.000 claims description 2
- LWSMVIRRZXEYRG-QFIPXVFZSA-N (2s)-3-methyl-2-[[8-(1,3,5-trimethylpyrazol-4-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3C=1C(C)=NN(C)C=1C LWSMVIRRZXEYRG-QFIPXVFZSA-N 0.000 claims description 2
- MUMVNZHARHFSLP-SFHVURJKSA-N (2s)-3-methyl-2-[[8-(1,3-thiazol-2-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3C1=NC=CS1 MUMVNZHARHFSLP-SFHVURJKSA-N 0.000 claims description 2
- AOMNNBZHSJHHSS-FQEVSTJZSA-N (2s)-3-methyl-2-[[8-(1-methylpyrazol-4-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3C=1C=NN(C)C=1 AOMNNBZHSJHHSS-FQEVSTJZSA-N 0.000 claims description 2
- FVOFKWFFJVGNEX-FQEVSTJZSA-N (2s)-3-methyl-2-[[8-(1-methylpyrazol-4-yl)dibenzothiophen-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1SC2=CC=C3C=1C=NN(C)C=1 FVOFKWFFJVGNEX-FQEVSTJZSA-N 0.000 claims description 2
- BUBKQIUPLIBUPE-QFIPXVFZSA-N (2s)-3-methyl-2-[[8-(1-propylpyrazol-4-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C1=NN(CCC)C=C1C1=CC=C(OC=2C3=CC=C(C=2)S(=O)(=O)N[C@@H](C(C)C)C(O)=O)C3=C1 BUBKQIUPLIBUPE-QFIPXVFZSA-N 0.000 claims description 2
- AFRMNQLOQQIAAI-QFIPXVFZSA-N (2s)-3-methyl-2-[[8-(1-propylpyrazol-4-yl)dibenzothiophen-3-yl]sulfonylamino]butanoic acid Chemical compound C1=NN(CCC)C=C1C1=CC=C(SC=2C3=CC=C(C=2)S(=O)(=O)N[C@@H](C(C)C)C(O)=O)C3=C1 AFRMNQLOQQIAAI-QFIPXVFZSA-N 0.000 claims description 2
- LAZBBXUXSNLDQA-IBGZPJMESA-N (2s)-3-methyl-2-[[8-(1h-pyrazol-4-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3C=1C=NNC=1 LAZBBXUXSNLDQA-IBGZPJMESA-N 0.000 claims description 2
- VNCWMXITGONGFT-IBGZPJMESA-N (2s)-3-methyl-2-[[8-(1h-pyrazol-4-yl)dibenzothiophen-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1SC2=CC=C3C=1C=NNC=1 VNCWMXITGONGFT-IBGZPJMESA-N 0.000 claims description 2
- URNSMGRITRSYDT-FQEVSTJZSA-N (2s)-3-methyl-2-[[8-(1h-pyrrol-2-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3C1=CC=CN1 URNSMGRITRSYDT-FQEVSTJZSA-N 0.000 claims description 2
- RTPOLIXDCQLFOR-FQEVSTJZSA-N (2s)-3-methyl-2-[[8-(1h-pyrrol-2-yl)dibenzothiophen-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1SC2=CC=C3C1=CC=CN1 RTPOLIXDCQLFOR-FQEVSTJZSA-N 0.000 claims description 2
- UNZBPHBZHRKEGU-FQEVSTJZSA-N (2s)-3-methyl-2-[[8-(2-methyl-1,3-thiazol-5-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3C1=CN=C(C)S1 UNZBPHBZHRKEGU-FQEVSTJZSA-N 0.000 claims description 2
- GUMXDFBZBYDOEC-KRWDZBQOSA-N (2s)-3-methyl-2-[[8-(2-methyltetrazol-5-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3C=1N=NN(C)N=1 GUMXDFBZBYDOEC-KRWDZBQOSA-N 0.000 claims description 2
- GQVCQMCAXYHISY-INIZCTEOSA-N (2s)-3-methyl-2-[[8-(2h-tetrazol-5-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3C=1N=NNN=1 GQVCQMCAXYHISY-INIZCTEOSA-N 0.000 claims description 2
- HPCSMWWPNIGQQV-QFIPXVFZSA-N (2s)-3-methyl-2-[[8-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C1CCCC(S2)=C1N=C2C1=CC=C2OC3=CC(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C3C2=C1 HPCSMWWPNIGQQV-QFIPXVFZSA-N 0.000 claims description 2
- PNBZSCHMFRTSOZ-NRFANRHFSA-N (2s)-3-methyl-2-[[8-(4,5,6-trifluoro-1,3-benzothiazol-2-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound FC1=C(F)C=C2SC(C3=CC=C4OC=5C(C4=C3)=CC=C(C=5)S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=NC2=C1F PNBZSCHMFRTSOZ-NRFANRHFSA-N 0.000 claims description 2
- HUZFQBCKLXLLLN-DEOSSOPVSA-N (2s)-3-methyl-2-[[8-(4-methyl-2-phenyl-1,3-thiazol-5-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3C(=C(N=1)C)SC=1C1=CC=CC=C1 HUZFQBCKLXLLLN-DEOSSOPVSA-N 0.000 claims description 2
- QZYSOPAEKFVZFU-NRFANRHFSA-N (2s)-3-methyl-2-[[8-(4-methylthiophen-2-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3C1=CC(C)=CS1 QZYSOPAEKFVZFU-NRFANRHFSA-N 0.000 claims description 2
- YZLPRCXRQYQCJO-NRFANRHFSA-N (2s)-3-methyl-2-[[8-(4-methylthiophen-2-yl)dibenzothiophen-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1SC2=CC=C3C1=CC(C)=CS1 YZLPRCXRQYQCJO-NRFANRHFSA-N 0.000 claims description 2
- JIZDPGRMHYGSRZ-NRFANRHFSA-N (2s)-3-methyl-2-[[8-(4-methylthiophen-3-yl)dibenzothiophen-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1SC2=CC=C3C1=CSC=C1C JIZDPGRMHYGSRZ-NRFANRHFSA-N 0.000 claims description 2
- AJPXKPDDERRJRR-SFHVURJKSA-N (2s)-3-methyl-2-[[8-(5-methyl-1,2,4-oxadiazol-3-yl)dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3C1=NOC(C)=N1 AJPXKPDDERRJRR-SFHVURJKSA-N 0.000 claims description 2
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- FJFUENPXRBFIGU-SFHVURJKSA-N (2s)-3-methyl-2-[[8-[4-(trifluoromethyl)-1,3-thiazol-2-yl]dibenzofuran-3-yl]sulfonylamino]butanoic acid Chemical compound C=1C(S(=O)(=O)N[C@@H](C(C)C)C(O)=O)=CC=C(C2=C3)C=1OC2=CC=C3C1=NC(C(F)(F)F)=CS1 FJFUENPXRBFIGU-SFHVURJKSA-N 0.000 claims description 2
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| WO2007100670A1 (en) * | 2006-02-22 | 2007-09-07 | Vertex Pharmaceuticals Incorporated | Spiro condensed piperidnes as modulators of muscarinic receptors |
| US9273021B2 (en) | 2009-02-05 | 2016-03-01 | Trustees Of Boston College | Dibenzofuran derivatives as inhibitors of fructose 1,6-bisphosphatase and methods of use thereof |
| SG175047A1 (en) * | 2009-04-06 | 2011-11-28 | Schering Corp | Indole derivatives and methods for antiviral treatment |
| US10377734B2 (en) | 2013-02-08 | 2019-08-13 | Mitsubishi Gas Chemical Company, Inc. | Resist composition, method for forming resist pattern, polyphenol derivative for use in the composition |
| CN105377851B (zh) * | 2013-03-11 | 2018-07-20 | 密执安州立大学董事会 | Bet布罗莫结构域抑制剂和使用这些抑制剂的治疗方法 |
| EP2907512A1 (en) | 2014-02-14 | 2015-08-19 | Commissariat A L'energie Atomique Et Aux Energies Alternatives | Inhibitors of MMP-12 as antiviral Agents |
| WO2016104214A1 (ja) | 2014-12-25 | 2016-06-30 | 三菱瓦斯化学株式会社 | 化合物、樹脂、リソグラフィー用下層膜形成材料、リソグラフィー用下層膜、パターン形成方法及び精製方法 |
| CN107428717B (zh) | 2015-03-31 | 2021-04-23 | 三菱瓦斯化学株式会社 | 抗蚀剂组合物、抗蚀图案形成方法、及用于其的多酚化合物 |
| WO2016158168A1 (ja) * | 2015-03-31 | 2016-10-06 | 三菱瓦斯化学株式会社 | 化合物、レジスト組成物及びそれを用いるレジストパターン形成方法 |
| CN107949808B (zh) | 2015-08-31 | 2021-10-22 | 三菱瓦斯化学株式会社 | 光刻用下层膜形成材料、光刻用下层膜形成用组合物、光刻用下层膜及其制造方法 |
| EP3346334B1 (en) | 2015-08-31 | 2020-08-12 | Mitsubishi Gas Chemical Company, Inc. | Use of a composition for forming a photoresist underlayer film for lithography, photoresist underlayer film for lithography and method for producing same, and resist pattern forming method |
| KR102687507B1 (ko) | 2015-09-10 | 2024-07-24 | 미쯔비시 가스 케미칼 컴파니, 인코포레이티드 | 화합물, 수지, 레지스트 조성물 또는 감방사선성 조성물, 레지스트 패턴 형성방법, 아몰퍼스막의 제조방법, 리소그래피용 하층막 형성재료, 리소그래피용 하층막 형성용 조성물, 회로패턴의 형성방법 및 정제방법 |
| US10042251B2 (en) | 2016-09-30 | 2018-08-07 | Rohm And Haas Electronic Materials Llc | Zwitterionic photo-destroyable quenchers |
| GB201617339D0 (en) | 2016-10-12 | 2016-11-23 | Lytix Biopharma As | Therapeutic compounds |
| KR102435507B1 (ko) * | 2019-07-31 | 2022-08-24 | 일동제약(주) | 신규 벤조퓨란 유도체 및 이의 용도 |
| CN113929645B (zh) * | 2021-12-15 | 2022-03-11 | 长沙普济生物科技股份有限公司 | 一种光催化合成苯并呋喃基氨基酸表面活性剂的方法 |
| CN117045635A (zh) * | 2022-05-13 | 2023-11-14 | 中国海洋大学 | 一种3-苯基二苯并呋喃类化合物在药物中的应用 |
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| AU735013B2 (en) * | 1996-09-04 | 2001-06-28 | Warner-Lambert Company | Matrix metalloproteinase inhibitors and their therapeutic uses |
| KR20000068415A (ko) * | 1996-09-04 | 2000-11-25 | 로즈 암스트롱, 크리스틴 에이. 트러트웨인 | 매트릭스 메탈로프로테이나제 억제용 화합물 및 방법 |
| ATE260251T1 (de) * | 1999-08-18 | 2004-03-15 | Warner Lambert Co | Hydroxamsäurederivate als matrix- metalloproteinase-inhibitoren |
| MXPA01013172A (es) * | 2001-02-14 | 2002-08-21 | Warner Lambert Co | Inhibidores sulfonamida de metaloproteinasa de matriz. |
| US20030157110A1 (en) * | 2002-01-07 | 2003-08-21 | Millennium Pharmaceuticals, Inc. | Methods for the treatment of metabolic disorders, including obesity and diabetes |
| CA2667644A1 (en) * | 2006-10-27 | 2008-05-15 | Wyeth | Tricyclic compounds as matrix metalloproteinase inhibitors |
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